Beginning of main content

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight 31 May - 1 Jun.
Next weekend 5 Jun. - 7 Jun.

Featured Cottages in Oakville

Get Rates
Homey & Elegant 3-bedroom House in the Annex

Homey & Elegant 3-bedroom House in the Annex

4.0 out of 5.0 148 Major Street, Toronto, ON
Located in Downtown Toronto, this cottage is within a 15-minute walk of Spadina Avenue Shopping District and University of Toronto - St. George Campus. Royal Ontario Museum and Queen Street are also within 1 mile (2 km). Spadina Ave at Harbord St South Side Stop and Spadina Ave at Harbord St North Side Stop are within a 5-minute walk.
 
Get Rates
Milton Near Toronto Private Heated Pool, Trampoline

Milton Near Toronto Private Heated Pool, Trampoline

147 Wakefield Road, Milton, ON
Situated in a rural location, this cottage is 0.9 mi (1.4 km) from Waldie Blacksmith Shop and within 6 miles (10 km) of Glen Eden Ski and Snowboard Centre and Toronto Premium Outlets. Chudleigh's Farm and Kelso Conservation Area are also within 6 miles (10 km). Milton Station is 23 minutes by foot.
 
Get Rates
Designer Luxury 5 Bedroom Family Home

Designer Luxury 5 Bedroom Family Home

3.5 out of 5.0 Brule Crescent, Toronto, ON
Situated in Toronto, this cottage is within 1 mi (2 km) of Bloor West Village and High Park. Queen Street is 2.6 mi (4.2 km) away. Jane Station is 10 minutes by foot and Old Mill Station is 11 minutes.
 
Get Rates
Cosy 2 Bedroom House With Backyard Garden

Cosy 2 Bedroom House With Backyard Garden

3.5 out of 5.0 Grandville Avenue, Toronto, ON
Located in York, this cottage is 2.3 mi (3.6 km) from Bloor West Village and 2.9 mi (4.6 km) from High Park. Casa Loma and Queen Street are also within 6 miles (10 km).
 
Get Rates
Colourful Vintage 3 Bedroom Home

Colourful Vintage 3 Bedroom Home

3.5 out of 5.0 St Clarens Avenue, Toronto, ON
Located in Wallace Emerson, this cottage is within 3 miles (5 km) of High Park, Casa Loma and Royal Ontario Museum. University of Toronto - St. George Campus and Queen Street are also within 3 miles (5 km). Landsdowne Station is 7 minutes by foot and Dufferin Station is 13 minutes.
 
Get Rates
Modern 5 Bedroom Boutique Loft

Modern 5 Bedroom Boutique Loft

3.5 out of 5.0 Queen St West, Toronto, ON
Located in Fashion District, this cottage is within 1 mile (2 km) of Spadina Avenue Shopping District, Princess of Wales Theatre and Royal Alexandra Theatre. Nathan Phillips Square and Metro Toronto Convention Centre are also within 1 mile (2 km). Osgoode Station is 16 minutes by foot and St Andrew Station is 21 minutes.
 
Get Rates
Chic & Central 3-bedroom in Little Italy

Chic & Central 3-bedroom in Little Italy

3.5 out of 5.0 84 Shannon Street, Toronto, ON
Located in Little Portugal, this cottage is within 1 mi (2 km) of Trinity Bellwoods Park and Queen Street. University of Toronto - St. George Campus and High Park are also within 3 miles (5 km). Ossington Station is 16 minutes by foot and Dufferin Station is 18 minutes.
 
Get Rates
Charming House on Queen West - Trinity Bellwoods Park

Charming House on Queen West - Trinity Bellwoods Park

4.0 out of 5.0 888 queen street west, Toronto, ON
Located in Downtown Toronto, this cottage is within 1 mile (2 km) of Trinity Bellwoods Park, Queen Street and Exhibition Place. Princess of Wales Theatre and Royal Alexandra Theatre are also within 2 miles (3 km). Queen St West at Strachan Ave Stop and Queen St West at Shaw St Stop are within a 2-minute walk.
 
Map

Oakville Cottages For Rent

Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Oakville that will make you feel like you’ve stepped inside your vacation dreams.

The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Oakville is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

Top Trending Hotels in Oakville

See all 2,821 properties in Oakville
C$101
Sandman Hotel Oakville

Sandman Hotel Oakville

3.0 out of 5.0 3451 South Service Road West, Oakville, ON
4.2/5
(4 Reviews)
Situated in Oakville, this hotel is within 3 miles (5 km) of Bronte Creek Provincial Park, Amazing Adventures Playland and Lake Ontario. Oakville Art Society and Sovereign House are also within 6 miles (10 km).
 
C$85
Monte Carlo Inn Oakville Suites

Monte Carlo Inn Oakville Suites

3.0 out of 5.0 374 South Service Rd E, Oakville, ON
3.8/5
(6 Reviews)
Located in the heart of Oakville, this hotel is within 2 miles (3 km) of Sheridan College, Oakville Centre for the Performing Arts and Kerr Village. Oakville Museum and Cameron's Brewing Company are also within 3 miles (5 km). Oakville Station is 15 minutes by foot.
 
C$109
Hilton Garden Inn Toronto/Oakville

Hilton Garden Inn Toronto/Oakville

3.0 out of 5.0 2774 South Sheridan Way, Oakville, ON
3.8/5
(6 Reviews)
Located in Clearview, this hotel is 3.8 mi (6.2 km) from Sheridan College.
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.